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Merck
CN

SML1857

LRE1

≥98% (HPLC)

Synonym(s):

6-Chloro-N4-cyclopropyl-N4-(2-thienylmethyl)-2,4-pyrimidinediamine, RU-0204277

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About This Item

Empirical Formula (Hill Notation):
C12H13ClN4S
CAS Number:
Molecular Weight:
280.78
UNSPSC Code:
12352200
NACRES:
NA.77
MDL number:
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InChI key

PDWZXKSZLRVSEH-UHFFFAOYSA-N

SMILES string

ClC1=CC(N(C2CC2)CC3=CC=CS3)=NC(N)=N1

assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 10 mg/mL, clear

storage temp.

2-8°C

Quality Level

Biochem/physiol Actions

LRE1 is a selective allosteric inhibitor of soluble adenylyl cyclase (sAC), a ubiquitously expressed, essential component of cAMP-signaling. In contrast to G-protein-regulated transmembrane adenylyl cyclase, soluble adenylyl cyclase is directly activated by calcium and carbonate, and is dispersed throughout the cell cytoplasm. LRE1 was found to bind to the bicarbonate activator binding site. It inhibited cAMP accumulation in 4-4 cells with an IC50 of 11 μM, similar to that of KH7 and without its cellular toxicity.
Selective allosteric inhibitor of soluble adenylyl cyclase (sAC)

Storage Class

11 - Combustible Solids

wgk

WGK 3


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Lavoisier Ramos-Espiritu et al.
Nature chemical biology, 12(10), 838-844 (2016-08-23)
The prototypical second messenger cAMP regulates a wide variety of physiological processes. It can simultaneously mediate diverse functions by acting locally in independently regulated microdomains. In mammalian cells, two types of adenylyl cyclase generate cAMP: G-protein-regulated transmembrane adenylyl cyclases and

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